Compound information

Natural Products
NACP3434
Molecular Formula
C23H34N6O6
Molecular Weight
490.253982808 g/mol
Structure
IUPAC Name
2-[[1-[2-(benzyloxycarbonylamino)propanoyl]piperidine-4-carbonyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C23H34N6O6/c1-15(27-23(34)35-14-16-6-3-2-4-7-16)20(31)29-12-9-17(10-13-29)19(30)28-18(21(32)33)8-5-11-26-22(24)25/h2-4,6-7,15,17-18H,5,8-14H2,1H3,(H,27,34)(H,28,30)(H,32,33)(H4,24,25,26)
InChI Key
AMJCPPMNFSIXHV-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NC(C(=O)N2CCC(C(=O)NC(C(=O)O)CCCNC(=N)N)CC2)C
CAS
SuperClass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
SubClass
Amino acids, peptides, and analogues
Source
CNP0362500

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 35 Ring Count 2
Heteroatom Count 12 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 186.94 Å2 LogP -1.075
LogS -2.649 LogD -0.182


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.998
HIA 0.0 F20 % 0.256
F30 % 0.0 Caco-2 -6.929
MDCK -6.025


Distribution

Property Value Property Value
BBB Penetration 0.157 PPB 46.92
VD 0.163 Fu 0.322


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.389
CYP2A6 substrate 0.18 CYP2B6 substrate 0.414
CYP2C19 inhibitor 0.04 CYP2C19 substrate 0.336
CYP2C8 substrate 0.425 CYP2C9 inhibitor 0.166
CYP2C9 substrate 0.033 CYP2D6 inhibitor 0.048
CYP2D6 substrate 0.216 CYP2E1 substrate 0.242
CYP3A4 inhibitor 0.016 CYP3A4 substrate 0.06


Excretion

Property Value Property Value
T1/2 0.642 CL 2.331


Toxicity

Property Value Property Value
hERG Blockers 0.146 Hepatotoxicity 0.157
Mutagenicity 0.046 Rat Oral Acute Toxicity 0.033
FDAMDD 0.133 Skin Sensitization 0.0
Carcinogenicity 0.0 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.078


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.205 IGC50 1.921
LC50FM -4.157 LC50DM -1.175


Tox21 Pathway

Property Value Property Value
NR-AR 0.408 NR-AR-LBD 0.305
NR-AhR 0.003 NR-Aromatase 0.021
NR-ER 0.303 NR-ER-LBD 0.348
NR-PPAR-gamma 0.341 SR-ARE 0.15
SR-ATAD5 0.321 SR-HSE 0.129
SR-MMP 0.007 SR-p53 0.038


Similar covalent inhibitors

CI005304

Similarity Score: 0.57

CI005318

Similarity Score: 0.56

CI005326

Similarity Score: 0.56

CI005307

Similarity Score: 0.55

CI005319

Similarity Score: 0.55

CI005320

Similarity Score: 0.55

CI005322

Similarity Score: 0.55

CI005321

Similarity Score: 0.53

CI005327

Similarity Score: 0.53

CI005328

Similarity Score: 0.53

CI005306

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.